Highland Lakes Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Highland Lakes
Price found within the past 48 hours. Click for updated prices.
Laurelwood Condominiums
CA $1,415
per person
Nov 19 - Nov 26
found 17 hours ago
Roundtrip flight included
Regina (YQR) to Denver (DEN)
9.2/10 Wonderful! (1,539 reviews)
Everything was perfect and exactly as pictured. The place is beautifully decorated and very thoughtfully furnished. The kitchen and dining utensils were well stocked with everything we needed. The decor has a charming, classic, old-fashioned style. The heating worked very well and kept the room warm and cozy. The only downside was that there was no AC.
Reviewed on Sep 6, 2026
Where to stay in Highland Lakes
Find the best Highland Lakes areas and neighborhoods for the activities you enjoy most. Learn more about Highland Lakes
Central Colorado Springs
1 out of top 10 points of interest in this area
While visiting Central Colorado Springs, you might make a stop by sights like U.S. Olympic & Paralympic Training Center and Pikes Peak Center.
Downtown Colorado Springs
Restaurants, parks, street art and some of the oldest buildings in Colorado Springs make this a must-see destination.
West Colorado Springs
2 out of top 10 points of interest in this area
While visiting West Colorado Springs, you might make a stop by sights like Garden of the Gods and Glen Eyrie Castle.
Black Forest
If you're spending some time in Black Forest, Black Forest Section 16 and Forest Plaza are top sights worth seeing.
Broadmoor
While visiting Broadmoor, you might make a stop by sights like Broadmoor Golf Club and Cheyenne Mountain Zoo.
Highland Lakes Hotel Deals
Glen Eyrie Castle & Conference Center A Ministry of the Navigators
3820 N 30th St Colorado Springs CO
Fully refundableReserve now, pay when you stay
CA $155
CA $171 total
Sep 30 - Oct 1
includes taxes & fees
Garden of the Gods Resort and Club
3320 Mesa Rd Colorado Springs CO
Fully refundableReserve now, pay when you stay
CA $501
CA $636 total
Sep 7 - Sep 8
includes taxes & fees
Chamonix Casino Resort
201 E Bennett Ave Cripple Creek CO
Fully refundableReserve now, pay when you stay
CA $163
CA $225 total
Sep 7 - Sep 8
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Highland Lakes vacation package cost?
Chart your own course with our Highland Lakes vacation packages, which start from a low CA $911. Pick the hotels and flights that suit your plans. Then, add on one or two tours or activities for an incredible adventure.
How do I get a cheap travel package to Highland Lakes?
Crafting your own Highland Lakes vacation package with Expedia is a smart way to save. We have more than 550 air carriers and 1,000,000 hotel options around the world. With such an amazing range to pick from, you'll have no hassles creating your next dream escape.
How far in advance should I book my Highland Lakes vacation?
To bag cheap prices, book nice and early. Air carriers generally start selling tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Highland Lakes, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Highland Lakes travel package include?
That depends on what type of escape you want to have. Highland Lakes vacation deals can include hotels, car rentals and flights. You can mix and match to find the package that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Highland Lakes travel package?
A package can be more affordable than separately booking everything you need for your adventure. For example, bundle your flights, hotels and rental cars and score impressive savings. Whatever your vacation plans, you're sure to find a package within your budget.
Can I choose my airline with a Highland Lakes Expedia vacation package?
You sure can. We have more than 550 partner airlines worldwide, so pick the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Highland Lakes vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Highland Lakes vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you each step of the way.
Things to do
Pikes Peak E-Golf Cart Historic Tour of Manitou Springs
CA $89
per adult
1-Hour Walk In Axe Throwing Experience Colorado Springs
CA $51
per adult
98% of travellers recommend
Colorado Springs: Pikes Peak Luxury Jeep Tour
CA $234
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.